1-O-benzyl-2-O-{(3R,7R,11S,15S)-16-[(4-methoxybenzyl)oxy]-3,7,11,15-tetramethylhexadecanyl}-3-O-[(3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-(phenylsulfonyl)hexadecanyl]-sn-glycerol

Base Information

Chemical Name:1-O-benzyl-2-O-{(3R,7R,11S,15S)-16-[(4-methoxybenzyl)oxy]-3,7,11,15-tetramethylhexadecanyl}-3-O-[(3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-(phenylsulfonyl)hexadecanyl]-sn-glycerol
CAS No.:205392-12-7
Molecular Formula:C₆₄H₁₀₆O₇S
Molecular Weight:1019.61
Hs Code.:

1-O-benzyl-2-O-{(3R,7R,11S,15S)-16-[(4-methoxybenzyl)oxy]-3,7,11,15-tetramethylhexadecanyl}-3-O-[(3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-(phenylsulfonyl)hexadecanyl]-sn-glycerol

Synonyms:1-O-benzyl-2-O-{(3R,7R,11S,15S)-16-[(4-methoxybenzyl)oxy]-3,7,11,15-tetramethylhexadecanyl}-3-O-[(3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-(phenylsulfonyl)hexadecanyl]-sn-glycerol

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Chemical Property of 1-O-benzyl-2-O-{(3R,7R,11S,15S)-16-[(4-methoxybenzyl)oxy]-3,7,11,15-tetramethylhexadecanyl}-3-O-[(3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-(phenylsulfonyl)hexadecanyl]-sn-glycerol

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Technology Process of 1-O-benzyl-2-O-{(3R,7R,11S,15S)-16-[(4-methoxybenzyl)oxy]-3,7,11,15-tetramethylhexadecanyl}-3-O-[(3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-(phenylsulfonyl)hexadecanyl]-sn-glycerol

There total 10 articles about 1-O-benzyl-2-O-{(3R,7R,11S,15S)-16-[(4-methoxybenzyl)oxy]-3,7,11,15-tetramethylhexadecanyl}-3-O-[(3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-(phenylsulfonyl)hexadecanyl]-sn-glycerol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1-{(2S,6S,10R,14R)-16-[(S)-2-Benzyloxy-1-((3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-phenylsulfanyl-hexadecyloxymethyl)-ethoxy]-2,6,10,14-tetramethyl-hexadecyloxymethyl}-4-methoxy-benzene

: 205392-12-7
1-O-benzyl-2-O-{(3R,7R,11S,15S)-16-[(4-methoxybenzyl)oxy]-3,7,11,15-tetramethylhexadecanyl}-3-O-[(3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-(phenylsulfonyl)hexadecanyl]-sn-glycerol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 7h;
DOI:10.1021/jo972328p

Reference yield:

: 156592-99-3
(3R,7R,11S,15S)-16-(tert-Butyl-dimethyl-silanyloxy)-3,7,11,15-tetramethyl-hexadecan-1-ol

: 205392-12-7
1-O-benzyl-2-O-{(3R,7R,11S,15S)-16-[(4-methoxybenzyl)oxy]-3,7,11,15-tetramethylhexadecanyl}-3-O-[(3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-(phenylsulfonyl)hexadecanyl]-sn-glycerol

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) oxalyl chloride, DMSO, 2.) triethyamine / 1.) CH₂Cl₂, 2.) CH₂Cl₂

2: p-toluenesulfonic acid, MgSO₄ / CH₂Cl₂ / 12 h / Ambient temperature

3: 5.09 g / tetrabutylammonium fluoride / tetrahydrofuran / 3.5 h / Ambient temperature

4: 1.) NaH / 1.) DMF, room temperature, 30 min, 2.) DMF, room temperature -> 40 deg C

5: 50 percent / diisobutylaluminum hydride / toluene / 1.) -78 deg C, 20 min, 2.) 0 deg C, 26 h

6: 1.) NaH / 1.) DMSO, room temperature, 1 h, 2.) DMSO, room temperature, 5 h

7: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 10 h / Ambient temperature

8: triethylamine / CH₂Cl₂ / 1.5 h / 0 °C

9: K₂CO₃ / dimethylformamide / 30 h / Ambient temperature

10: 1.56 g / 3-chloroperbenzoic acid / CH₂Cl₂ / 7 h / 0 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo972328p

Reference yield:

: 205392-05-8
(3R,7R,11S,15S)-16-(tert-Butyl-dimethyl-silanyloxy)-3,7,11,15-tetramethyl-hexadecanal

: 205392-12-7
1-O-benzyl-2-O-{(3R,7R,11S,15S)-16-[(4-methoxybenzyl)oxy]-3,7,11,15-tetramethylhexadecanyl}-3-O-[(3R,7R,11S,15S)-3,7,11,15-tetramethyl-16-(phenylsulfonyl)hexadecanyl]-sn-glycerol

Guidance literature:: Multi-step reaction with 9 steps

1: p-toluenesulfonic acid, MgSO₄ / CH₂Cl₂ / 12 h / Ambient temperature

2: 5.09 g / tetrabutylammonium fluoride / tetrahydrofuran / 3.5 h / Ambient temperature

3: 1.) NaH / 1.) DMF, room temperature, 30 min, 2.) DMF, room temperature -> 40 deg C

4: 50 percent / diisobutylaluminum hydride / toluene / 1.) -78 deg C, 20 min, 2.) 0 deg C, 26 h

5: 1.) NaH / 1.) DMSO, room temperature, 1 h, 2.) DMSO, room temperature, 5 h

6: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 10 h / Ambient temperature

7: triethylamine / CH₂Cl₂ / 1.5 h / 0 °C

8: K₂CO₃ / dimethylformamide / 30 h / Ambient temperature

9: 1.56 g / 3-chloroperbenzoic acid / CH₂Cl₂ / 7 h / 0 °C

With tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; potassium carbonate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo972328p